I have a bunch of .wrk files from when I owned a couple of Cakewalk programs. I don't have any of my Cakewalk software anymore, though. Is there any way I can open the files up or convert them to MIDI without buying new software?
.wrk files are full project files with a lot more information in them than just the MIDI. In order to extract the MIDI information you would first have to open the files. Unfortunately this means you'd need either a version Cakewalk or Sonar.
The (perhaps) better news is that there's a trial version of Sonar. You should hopefully be able to open your files from there.
Unfortunately, the demo versions of Sonar no longer let you save or export. You can play your .WRK files, but not convert them.
I was able to convert my files using a DOS program found here: http://www.vgmpf.com/Wiki/index.php?title=Cake_to_MIDI
It works with FreeDOS. I used the FTP server instructions on the FreeDOS wiki to copy files to and from FreeDOS. See http://wiki.freedos.org/wiki/index.php/VirtualBox_-_Chapter_6
A bit of a pain, but it worked for me.